Chartwell Montgomery Village Retirement Residence
155 Riddell Road Orangeville ON L9W 5H3
5/5
(60 reviewers)

Type:
Retirement Home
Suites:
258
Languages:
English
Cultural designations:
None
Starting price:
From $3,349.00/mo
Welcome to Chartwell Montgomery Village
Elegant retirement living with freedom, flexibility, and vibrant community in Orangeville, Ontario
Welcome to Chartwell Montgomery Village, Orangeville’s premier destination for independent senior living and seniors’ apartments, where care, comfort, and community come together. Designed to reflect the charm of Victorian architecture and the spirit of modern, active retirement, our residence offers a welcoming home in a peaceful suburban setting—just minutes from downtown Orangeville and surrounded by serene woodlands, fields, and parks.
Whether you're looking to downsize, explore new friendships, or enjoy worry-free living with optional care services, Chartwell Montgomery Village offers a lifestyle that evolves with you.
Accommodations & Living Options
Spacious suites and apartments tailored for comfort and independence
At Chartwell Montgomery Village, we offer two distinct accommodation options to suit varying lifestyles:
Seniors’ Apartments
Perfect for independent adults ready to leave home maintenance behind:
Spacious layouts with one-bedroom, one-bedroom-plus-den, and two-bedroom options
Full kitchens with fridge, stove, oven, microwave, and dishwasher
In-suite laundry and generous storage
Balcony or patio options
Access to residence amenities and activities
Optional meal plans and personal care services
Independent Living Suites
Ideal for seniors who want a social, supported lifestyle with optional care:
Studio, one-bedroom, one-bedroom-plus-den, and two-bedroom suites
Some with kitchenettes and garden or woodland views
Three chef-prepared meals daily
Weekly housekeeping
On-call nurse and optional wellness services
Both options come with access to our wide array of premium amenities and curated programming.
Care Services
Support that grows with your needs
Through our Care Assist Program, Chartwell Montgomery Village offers personalized wellness services designed to help you or a loved one maintain comfort, dignity, and independence.
Services include:
Medication management
Assistance with daily routines (e.g. dressing, bathing)
Blood pressure clinics
On-call nursing support
Customized care plans—light, moderate, or heavy support
Services are available for both apartment and residence residents, allowing for seamless support as your needs evolve.
Dining Experience
Delicious, chef-prepared meals in a warm and welcoming setting
Dining at Chartwell Montgomery Village is an experience to look forward to:
Three daily meals included for residence residents
Optional meal packages for apartment residents
Locally sourced, seasonal ingredients
Featured daily menus and diverse à la carte options
Restaurant-style service in our elegant dining room
Private dining room for family gatherings
Bistro and country kitchen for snacks, coffee, or casual visits
Themed dinners and festive events
Every meal is served with care, flavour, and community spirit.
Activities & Amenities
Stay active, make connections, and pursue what brings you joy
Chartwell Montgomery Village is built for vibrant living, with amenities and programs that cater to every interest and ability.
Popular Amenities
Therapeutic indoor pool
Fitness studio and group exercise rooms
Bar and lounge
Movie theatre
Hair salon and dog wash station
Putting green and walking paths
Country kitchen and bistro
Scooter storage and ample parking
Private and social dining areas
Large activity rooms and multi-purpose spaces
Engaging Activities
Curated by our Lifestyle & Program Manager, activities include:
Aquafit, Zumba, yoga, and strength classes
FitMinds and Probus Club discussions
Knit and stitch groups and art clubs
Happy Hour, sing-alongs, and live music
Billiards, movie nights, and trivia
Worship services and community volunteering (H.O.P.E., GrandPals)
Regular outings to local attractions and restaurants
Our LiveNow life enrichment program ensures wellness across six key areas: physical, emotional, social, spiritual, intellectual, and vocational.
Life in Orangeville
Charming small-town living with urban convenience
Located in northwest Orangeville, Chartwell Montgomery Village is just minutes from:
Headwaters Health Care Centre
Alder Street Community Centre and library
Sobeys, No Frills, Walmart, Winners, Michaels
Bravery Park and multiple green spaces
Chain and local restaurants
Highway 400 and major routes
Residents also enjoy Orangeville’s thriving cultural scene:
Orangeville Blues & Jazz Festival (June)
Rotary Ribfest (July) and Taste of Orangeville (August)
Theatre Orangeville and the Opera House
Unique shops, art galleries, and public tree sculptures
Farmer’s market and year-round downtown events
This vibrant town offers everything you need—right at your doorstep.
A Worthwhile Investment
Exceptional retirement living with flexible service and support
With clear monthly fees that include premium amenities, wellness programs, and dining (plus optional add-ons), Chartwell Montgomery Village delivers real value for your retirement years. Whether you're choosing a seniors’ apartment or residence suite, you'll enjoy the comfort of flexible service tailored to your preferences.
Visit Us in Orangeville
Ready to explore what independent retirement living can truly be? Chartwell Montgomery Village invites you to schedule a personal tour, meet our welcoming staff, and see the vibrant lifestyle for yourself. Whether you’re planning for the future or ready for a fresh start, we’re here to help.
Call today or visit our website to learn more.
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Care Services at Chartwell Montgomery Village Retirement Residence
Care services provided by retirement homes are available through the Retirement Homes Regulatory Authority
Contact Chartwell Montgomery Village Retirement Residence
Last modified on May 6, 2025